Shemale Love Story – part 1

Most people would not know my girlfriend was transsexual by looking at her

This story was brought to You by my friend, Tgirl Mona. This is more of an erotic story than a hardcore sex story. I hope you will enjoy reading as much as i did.

Let me tell you a story of a shemale and her lover. Some background is required here. My girlfriend (we’ll call her Lisa) was at the time about 27 years old and had been single for sometime after a bad experience with a man. She is a stunning girl, and most people would not know she was transsexual by looking at her. She used to hang out in a few dance clubs around town and was not by any means shy. It is told from the rare view of the shemale side of things.

Lisa was hanging out with friends one night at a local dance club and she spotted a guy who seemed out of place in the 20 something crowd. He was older, late 30s early 40s and seemed uncomfortable with the loud music and jostling crowd. She caught him glancing at her and they both smiled, then she lost him in the crowd.

Later she went to smoke in the glassed off smoking area and he was there in the corner smoking and nursing a beer. She asked for a light, he gave it to her. They started some small talk when a guy comes up to him and says, “Hey, you think this is a beautiful woman, but it’s really a man!” and then laughs and walks off. The guy was shocked that someone would be so rude! Lisa was embarrassed, mostly for the guy since she was used to rude assholes doing things like that.

The guy just shrugged, held out his hand and said “I’m Jim, and you are?” She tells him her name and he rounds her up a drink. They had a few drinks then Jim buys her breakfast at the nearby Denny’s. Jim says “hey, look, I know what you are and I am not turned off, as a matter of fact, I am turned on!” Lisa, looks the guy over, and decides he isn’t too bad looking for an older guy and he did seem fun. Plus, he was from out of town, working in the city for only a few months.

He asked her to come to the condo that his company was renting for him. She considered for a while over her eggs, and, not usually up for jumping into bed when she first meets a guy, took a chance and said yes. They arrived at the condo around guided her in. He seated her on the couch, went to the kitchen and opened a bottle of wine. Amazingly it was her favorite and they both sat on the couch and chatted. He took her hand and led her to the balcony. They gazed at the city forty floors below and he slipped his arm around her waist. She slid closer and they stood like that for what seemed like hours, the king and shemale queen of the city.

He turned her toward him, kissed her deeply and began running his hand over her back. She loved having her back rubbed! How did he know this? He then stared deeply into her upturned face and said “Would you like to watch the sunrise?” She just nodded. The sun burst over the horizon as they finished the first bottle of wine and Jim got another. He said, “let’s finish this one in the bedroom” and led her by the hand to spacious bed. He didn’t say anything, just began undressing her. She was mesmerized. He knew how everything worked, zippers, bra everything. He caressed her as he undressed her, kissing her neck, her back, everywhere but the places she thought men would go for first. She had nice boobs, about a 38DD, and men usually couldn’t wait to get to them, but Jim just touched her everywhere else.

Finally she was standing in only her thong underwear. He didn’t try to rub her cock, just gathered her into his arms, rubbed his big hand on her back and kissed her long and hard. He laid her on the bed and began kissing her all over, staying away from her boobs while kissing her neck, stomach and even right underneath her arms. His warm hands ran along her flanks and this excited her like never before! Her carefully tucked up cock began bulging her thong as she started to make little moaning noises. She had never been this hot before!

After what seemed like an eternity, his mouth moved to her nipples, alternating between one and the other. He slid his hand down to her crotch and began gently rubbing her almost fully erect cock through the cloth. He slid down, moved his hand to her breast and began kissing her cock through the cloth, while gently massaging her nipples. She was rock hard by this time! He slowly began peeling her thong off her ass and slipped it off her feet. Her rigid 6 inch cock popped out and stood straight.

He started kissing her feet, slowly moving up her legs, then back down her opposite leg. She thought he would never get to her bare, throbbing cock. He slid back to her crotch, took her rock hard she cock into his mouth and commenced the best dick sucking she had ever experienced.